| Identification | More | [Name]
BOC-D-PRO-OME | [CAS]
73323-65-6 | [Synonyms]
BOC-D-PROLINE METHYL ESTER
BOC-D-PRO-OME
BOC-D-PYRD(2)-OME
N-ALPHA-T-BUTOXYCARBONYL-D-PROLINE METHYL ESTER
N-ALPHA-T-BUTOXYCARBONYL-D-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
R-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER
BOC-D-PROLINE METHYLESTER LIQUID
N-BOC-D-PROLINE METHYL ESTER
N-tert-Butoxycarbonyl-D-Proline methyl ester | [EINECS(EC#)]
233-720-0 | [Molecular Formula]
C11H19NO4 | [MDL Number]
MFCD00190828 | [Molecular Weight]
229.27 | [MOL File]
73323-65-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
288.6±33.0 °C(Predicted) | [density ]
1.120±0.06 g/cm3(Predicted) | [refractive index ]
1.4510-1.4550 | [storage temp. ]
Store at 0-5°C | [solubility ]
Soluble in DMSO. | [form ]
Oil | [pka]
-3.35±0.40(Predicted) | [color ]
Clear Colourless | [Optical Rotation]
59.8°(C=0.01g/ml MEOH) | [InChI]
InChI=1S/C11H19NO4/c1-11(2,3)16-10(14)12-7-5-6-8(12)9(13)15-4/h8H,5-7H2,1-4H3/t8-/m1/s1 | [InChIKey]
WVDGSSCWFMSRHN-MRVPVSSYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC[C@@H]1C(OC)=O | [CAS DataBase Reference]
73323-65-6(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
N-Boc-D-proline methyl ester is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff fields. | [Synthesis]
To a mixture of (R)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (5.8 g, 27 mmol) and potassium carbonate (8.6 g, 62 mmol) in tetrahydrofuran (160 mL) was added iodomethane (4.0 mL, 65 mmol). The reaction mixture was heated to reflux for 17 hours and subsequently cooled to room temperature. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The crude product was purified by automated column chromatography using petroleum ether/ethyl acetate (3:1, v/v) as eluent to afford (R)-1-tert-butyl 2-methyl pyrrolidine-1,2-dicarboxylate (6.0 g, 65% yield) as a yellow oil. | [References]
[1] Patent: WO2013/131018, 2013, A1. Location in patent: Page/Page column 38 |
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